Cimiside E

Names

[ CAS No. ]:
154822-57-8

[ Name ]:
Cimiside E

[Synonym ]:
β-D-Xylopyranoside, (2S,4aR,5aS,7aR,7bR,8R,10R,11S,12aS,13R,13aS,13bR,15aR)-heptadecahydro-13-hydroxy-1,1,7a,8,13a-pentamethyl-11-(1-methylethenyl)-10,12a-epoxy-2H,5H-cyclopropa[1',8'a]naphth[2',1' :4,5]indeno[2,1-b]oxepin-2-yl
(1S,2R,3S,4R,7R,9S,12R,14S,17R,18R,19R,21R,22S)-2-Hydroxy-22-isopropenyl-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracos-9-yl β-D-xylopyranosi 
de

Biological Activity

[Description]:

Cimiside E (25-Anhydrocimigenol xyloside) is a triterpene xyloside, Cimiside E possesses apoptotic action on gastric cancer cells, with an IC50 value of 14.58 μM. Cimiside E induces cell cycle arrest at G2/M phase, and mediates apoptosis through the induction of the Caspase cascade for both the extrinsic and intrinsic pathways[1][2].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Apoptosis >> Caspase

[Target]

Caspase 3


[In Vitro]

Cimiside E (30-90 μM; 24 h) 阻滞细胞周期,诱导 ASG 细胞凋亡[1]。 Cimiside E (30-90 μM; 12-48 h) 对 AGS 细胞有较强的细胞毒性,并表现出抗增殖活性[1]。 Cimiside E (15-60 μM; 6-24 h) 诱导 ASG细胞中 DNA 片段化,(30-60 μM; 1-6 h) 并在 3 h 时激活 FasL 的表达,在 1 h 激活 Fas[1]。 Cimiside E (30-90 μM; 3-24 h) 介导 caspase 级联,增加 Bax/Bcl-2 比值,降低突变型 p53 和 procaspase 3 蛋白水平[1]。 Western Blot Analysis[1] Cell Line: Cimiside E. AGS cells Concentration: 30 μM, 60 μM, and 90 μM Incubation Time: 3 h, 6 h, 12 h, and 24 h Result: Increased the ratio of Bax/Bcl-2 expression from 60 μM. Decreased mutant type (mt) p53 levle from 12 h at 30 µM. Suppressed the protein level of procaspase 3 in a dose-dependent manner from 30 μM. Cell Proliferation Assay[1] Cell Line: Cimiside E. AGS cells Concentration: 30 μM, 60 μM, and 90 μM Incubation Time: 12 h, 24 h, and 48 h Result: Inhibited ASG cells proliferation with IC50s of 28.7, 14.6 and 8.1 µM, respectively, for 30 μM, 60 μM, and 90 μM treatment. Cell Cycle Analysis[1] Cell Line: Cimiside E. AGS cells Concentration: 30 μM, 60 μM, and 90 μM Incubation Time: 3 h, 6 h, and 24 h Result: Induced cell cycle arrest at S phase in a low concentration (30 μM), but arrested cell cycle at G2/M phase in higher concentration (60 μM and 90 μM).

[References]

[1]. Guo LY, et al. Cimiside E arrests cell cycle and induces cell apoptosis in gastric cancer cells. Arch Pharm Res. 2009 Oct;32(10):1385-92.  

[2]. Jamróz MK, et al. One new and six known triterpene xylosides from Cimicifuga racemosa: FT-IR, Raman and NMR studies and DFT calculations. Spectrochim Acta A Mol Biomol Spectrosc. 2012 Jul;93:10-8.  

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
723.8±60.0 °C at 760 mmHg

[ Molecular Formula ]:
C35H54O8

[ Molecular Weight ]:
602.799

[ Flash Point ]:
391.6±32.9 °C

[ Exact Mass ]:
602.381897

[ LogP ]:
6.81

[ Vapour Pressure ]:
0.0±5.3 mmHg at 25°C

[ Index of Refraction ]:
1.602


Related Compounds